Methyl 5-formylthiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 5-formylthiophene-3-carboxylate
• CAS No.: 67808-66-6
• Molecular Formula: C7H6O3S
• Molecular Weight: 170.19
• Hs Code.: 2934999090
• European Community (EC) Number: 676-752-4
• DSSTox Substance ID: DTXSID20356011
• Nikkaji Number: J150.337E
• Wikidata: Q72490982
• Mol file: 67808-66-6.mol

Synonyms:67808-66-6;methyl 5-formylthiophene-3-carboxylate;Methyl 2-Formyl-4-Thiophenecarboxylate;3-Thiophenecarboxylic acid, 5-formyl-, methyl ester;Methyl 2-formylthiophene-4-carboxylate;5-Formyl-3-Thiophene Carboxylic Acid Methylester;SCHEMBL2940872;DTXSID20356011;CS-D0187;methyl5-formylthiophene-3-carboxylate;MFCD01859945;AKOS003657321;AC-5472;AM804220;AS-32946;FT-0601265;EN300-209013;5-formyl-3-thiophenecarboxylic acid methyl ester;5-formyl-thiophene-3-carboxylic acid methyl ester;A835892;AI-942/25034378;J-522485;Z1201621404

Chemical Property of Methyl 5-formylthiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.0016mmHg at 25°C
• Melting Point: 113-116°C
• Refractive Index: 1.581
• Boiling Point: 296 °C at 760 mmHg
• Flash Point: 132.8 °C
• PSA: 71.61000
• Density: 1.327 g/cm³
• LogP: 1.34720
• Sensitive.: Air Sensitive
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 170.00376522
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Methyl5-Formylthiophene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC(=C1)C=O

Technology Process of Methyl 5-formylthiophene-3-carboxylate

There total 4 articles about Methyl 5-formylthiophene-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 5-(1,3-dioxolan-2-yl)thiophene-3-carboxylate → 3-methoxycarbonyl-thiophene-5-carboxaldehyde (67808-66-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;

Reference yield:

3-carboxy-thiophene-5-carboxaldehyde (89324-44-7) + methyl iodide (74-88-4) → 3-methoxycarbonyl-thiophene-5-carboxaldehyde (67808-66-6)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide;

Reference yield:

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane (58267-85-9) → 3-methoxycarbonyl-thiophene-5-carboxaldehyde (67808-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / hexane; diethyl ether / 0.25 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: hydrogenchloride / tetrahydrofuran; water / 4 h / 0 - 20 °C

With hydrogenchloride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; water;

upstream raw materials:

3-carboxy-thiophene-5-carboxaldehyde

methyl iodide

2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane

Downstream raw materials:

methyl 5-(bromomethyl)thiophene-3-carboxylate

5-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-9-ylmethyl]thiophen-3-carboxylic acid methyl ester hydrochloride salt

Refernces

• 1、 -. "TRICYCLIC PIPERIDINE COMPOUNDS". Page/Page column 113-114. . Retrieved 2015/06/08.
• 2、 -. "Disubstituted aryl and heteroaryl imines having retinoid-like biological activity". . . Retrieved 2008/06/13.